Anastasia Island Holidays from AU$895

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The Latest Anastasia Island Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations Fountains, an Ascend Collection Resort

Bluegreen Vacations Fountains, an Ascend Collection Resort

4 out of 5
International Drive District
Price was AU$1,097, price is now AU$895 per person
AU$895
per person
16 Apr - 19 Apr
found 10 hours ago
Return direct flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (1,005 reviews)
We really loved the pool! The room was really nice especially for the price! The screened in balcony was wonderful! We would stay here again 100% Their food was good too!

Reviewed on 6 Mar 2026

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was AU$1,164, price is now AU$901 per person
AU$901
per person
16 Apr - 19 Apr
found 10 hours ago
Return direct flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (2,513 reviews)
Room was clean. Nice lobby. Pool area could use a bit of a clean up.

Reviewed on 28 Feb 2026

WorldMark Reunion

WorldMark Reunion

4 out of 5
Reunion
Price was AU$1,086, price is now AU$908 per person
AU$908
per person
16 Apr - 19 Apr
found 10 hours ago
Return direct flight included
Boston (BOS) to Orlando (MCO)
9.4/10 Exceptional! (594 reviews)
Place was clean and spacious. Didn’t like the fact checking in they tell you that you must do a time share presentation. I said no where did it state that. They have all your information and continuously call.

Reviewed on 11 Feb 2026

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
Price was AU$1,175, price is now AU$1,017 per person
AU$1,017
per person
16 Apr - 19 Apr
found 10 hours ago
Return direct flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (9,083 reviews)
Definitely recommend clean

Reviewed on 6 Mar 2026

Embassy Suites by Hilton Orlando International Dr Conv Ctr

Embassy Suites by Hilton Orlando International Dr Conv Ctr

3.5 out of 5
International Drive District
Price was AU$1,126, price is now AU$986 per person
AU$986
per person
16 Apr - 19 Apr
found 10 hours ago
Return direct flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (1,002 reviews)
Spacious rooms, location was very convenient. Happy hour and swimming pool were awesome!

Reviewed on 24 Feb 2026

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Our guide on where to stay in Anastasia Island

Find the best Anastasia Island areas and neighborhoods for the activities you enjoy most. Learn more about Anastasia Island
Sand dune at Butler Beach, St Augustine

Butler Beach

1 out of top 10 points of interest in this area

Butler Beach is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to Butler Beach or St. Augustine Beach.

Find hotels in Butler Beach

Anastasia Island Holiday

Anastasia Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Top Sights
St. Augustine Beach, Anastasia State Park and St. Augustine Alligator Farm Zoological Park

Our pick of the best Anastasia Island Hotel Deals

Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach

3 out of 5
860 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is AU$252 per night from 9 Mar to 10 Mar
AU$252
9 Mar - 10 Mar
includes taxes & fees
8.8/10 Excellent! (2,949 reviews)
We had a partial view of the Ocean. Couldn't enjoy the pool because of the damn knats.

Reviewed on 6 Mar 2026

Guy Harvey Resort on St Augustine Beach
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

3.5 out of 5
300 A1A Beach Blvd St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is AU$376 per night from 23 Mar to 24 Mar
AU$376
23 Mar - 24 Mar
includes taxes & fees
8.8/10 Excellent! (1,312 reviews)
beautiful hotel, make sure to check your sheets because the bunkbeds had dirty sheets

Reviewed on 5 Mar 2026

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
Best Western Seaside Inn

Best Western Seaside Inn

2.5 out of 5
541 A1A Beach Boulevard St. Augustine FL
Fully refundableReserve now, pay when you stay
The price is AU$214 per night from 31 Mar to 1 Apr
AU$214
31 Mar - 1 Apr
includes taxes & fees
8.6/10 Excellent! (1,013 reviews)
Clean

Reviewed on 5 Mar 2026

Best Western Seaside Inn
See all 3,501 properties in Anastasia Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Discover the most popular places to visit in Anastasia Island

St. Augustine Beach showing landscape views, general coastal views and a beach

St. Augustine Beach

Why not spend a care-free afternoon at St. Augustine Beach during your travels in St. Augustine? Experience the area's great live music and fascinating museums.

St. Augustine Beach
Anastasia State Park

Anastasia State Park

Camp in the forest and relax on spectacular beaches when you visit one of Florida’s most beautiful state parks.

Anastasia State Park
St. Augustine Alligator Farm Zoological Park featuring dangerous animals and zoo animals

St. Augustine Alligator Farm Zoological Park

Feed and pet an alligator, hold a snake and meet a range of colorful and unusual reptiles and birds at one of Florida’s longest-running attractions.

St. Augustine Alligator Farm Zoological Park

What to do in Anastasia Island

Yoda and R2-D2 from Star Wars at Potter's Wax Museum in St. Augustine

Potter's Wax Museum

AU$26
per adult
96% of travellers recommend
Potter's Wax Museum
St. Augustine Live Music Cruise with Drinks and Sunset Option

St. Augustine Live Music Cruise with Drinks and Sunset Option

AU$98
per adult
78% of travellers recommend
St. Augustine Live Music Cruise with Drinks and Sunset Option
Take a Scenic Boat Ride in St. Augustine

Take a Scenic Boat Ride in St. Augustine

AU$43
per adult
92% of travellers recommend
Take a Scenic Boat Ride in St. Augustine
See all activities in Anastasia Island

Frequently asked questions

Can I cancel my flight booking to Anastasia Island due to COVID-19?
In these difficult times, many carriers are offering more flexibility. Go to our Customer Service Portal to find important information about cancelling or changing your Anastasia Island flight due to COVID-19.
What's the best way to find cheap flights to Anastasia Island that have flexible change policies?
At Expedia, we've been channeling our inner gymnast to bring you the most flexible airfares on the market. Just click on "No change fee" directly below the "Flexible change policies" heading to find your dream flight to Anastasia Island.
What are some of the general tips for travellers to Anastasia Island during the COVID-19 outbreak?
The COVID-19 pandemic may have changed the way we travel, but it hasn't done away with our desire to explore. Here are a few tips on how to navigate travel's new challenges:
  • Before booking anything, check if any travel restrictions apply — in both your origin and destination. Get up-to-date information by reviewing government and airport websites.
  • Keep your face mask on during airport screening. A TSA officer will ask you to temporarily lower your mask for ID purposes.
  • You're no longer required to hand your boarding pass (electronic or paper) directly to a TSA officer. Rather, position your pass on the scanner and then hold it up for inspection.
  • One container of liquid hand sanitizer is now allowed in your carry-on luggage. It must not be larger than 12 oz (350 ml), and you'll have to remove it from your bag at the X-ray machine for scanning.
  • Put any personal items (e.g, keys, phone and wallet) in your carry-on rather than a bin to minimize handling during the screening process.
  • If you want to take food through security screening, put it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA agent will need to touch your food container or carry-on bag for closer inspection.

Which airlines fly to Anastasia Island?
Delta operates flights into or near Anastasia Island, including 1472 that travel to Orlando Intl. Airport (MCO) each month. Decide on your holiday dates and then book your fare early for the biggest bargain.
How can I find cheap tickets to Anastasia Island?
In the last seven days, was the lowest price for a flight to Anastasia Island. For an even better fare, book well in advance and be flexible with your travel dates. Search for your trip to Anastasia Island, then compare prices for nearby days by clicking on our "flexible dates" link.
How much is a flight to Anastasia Island?
If you were flying one way from (), you could've scored a bargain seat for in the last seven days. Round-trip flights to Anastasia Island ranged from only to during this same period.
What are the most popular airports to fly into in Anastasia Island?
The number one gateway to Anastasia Island, around 13460 flights land at Orlando Intl. Airport (MCO) every month. Find a top deal, book your fare and prepare to explore this amazing region.
When is the cheapest time to fly to Anastasia Island?
Fly out on a Tuesday to boost your chances of picking up the cheapest fare to Anastasia Island. Mondays are usually the next most affordable day to depart. Saturday is normally the most expensive day to fly anywhere.
How much is a plane ticket to Anastasia Island?
In the last seven days, airfares varied between and . Take a look at our sensational deals to Anastasia Island, pick your favourite and get ready for your next fun holiday!
Which airlines with flights to Anastasia Island employ COVID-19 cleanliness policies?
Social distancing is only one small part of new aviation strategies to lessen the spread of COVID-19. From check-in to arrival, these carriers will bring you to Anastasia Island with comfort and confidence:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Spirit Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.